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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931272Generated: October 31, 2026

Sodium Hydroxide → HCID 178504829, compound

https://huagongshe.com/reaction/931272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantL-ProlineHCID 145742—
ReactantSodium methanesulfinateHCID 2733271—
ReactantHCID 178519692HCID 178519692—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 178504829HCID 17850482955%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of R)-(1-(2-(5-bromopyridin-3-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (0.05 g, 0.1 mmol) in dimethylsulfoxide was added sodium methylsulfinate (NaSO2Me) (13 mg, 0.13 mmol), copper iodide, L-proline and sodium hydroxide. The reaction mixture was heated to 90° C. for 14 h. The reaction mixture was partitioned between water and ethyl acetate. The organics were concentrated under reduced pressure and the resulting crude was purified via preparative TLC to afford the title compound (25 mg, 45%). MS (ES+APCI) (M+H) 455.0; LCMS retention time: 3.859 min (Method I).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296745B2
Source datasetuspto-grants-2016_03
ORD IDord-fbd393066568414e9ab61dca5064450b
Source noteuspto-grants-2016_03